The Sissy Experiment free porn video

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I was one of the many young teen waiting for one of the lady to come pick us up
the 3 assistant all mature motherly figures with a very calm voice

i was number 9 and when she call me stood up and followed her to a one of the exam room in the back

i was ask to undress in my boxer and i just did, her leaving for a minute back with a suitcase box

''good lay down on your back ''

she touch my body and looked around rubbing the small hair on me looking with her hands it felt good

she took her notepad and noted something

getting back and i a swift move got my boxer down

''dont be shy i am just examining you boy you dont have to hide anything''

removing my hand watching my little balls and cock

feeling observed and shy the lady taking measurement

lifting my little prick in her hand smilling

notting down my size

''you are have very very small body its nice and mostly smooth too''

turning me around touchig my back and lifting my ass up

measuring my waist size and little ass

i felt so weird letting her touch me and do her exam

i let her do her thing notting stuff on her pad

''ahhhh what waitttt''

too late her thing was in me and it went all the way

until she move her hand off and it stayed in

''fuck what is this what you doing''

''taking measurement, this one a big small''

and she pulled it out

feeling relieved

until it went right back in

deeper bigger

''shit what the hell ahhhhhh my god ahhhhhh wait wait im not ahhhhhhhh dammit madam ''

''ok just relax its close to get in place''

''yes like that good boy ''

ass up a bigger dildo blueu thing in me
her notting down on her pad rubbing slowly on my ass

''good boy stay there , like that dont move ''

sit on the exam table the thing deep in me making me feel lost and weak

i just look at her get back with the skimpy little pink skirt and camisole

helping it on me smiling at me the whole process

until i was help out into another room

in front of another boy a bit older and black someone i saw in the waiting room earlier, on the exam table his cock all hard and in a cock ring

she walked to him and used lube to stroke him off

i watch in silence dress up and plugged, the lady stroking him all wet both looking at me

''never be shy of your big black cock, you deserve pleasure and love , you have a big cock and it needs to be served''

she left and we were both alone i was so freaking shy he waited for me to do something i was sur of it

''iam really not sure what is going on here but my cock all hard and look it smell like cherry''

he walk to me sit on the couch and even a foot away i smelled it

i look up and open my mouth , he didnt move back , no both my head and his bbc met like it was magnet

he was coated in cherry candy gell lube

i sucked the fat cock having fun at him moaning in my mouth getting it deeper

''damn you suck good she dress you up for me you thik?''

i did and didnt care, i was sucking my candy cock now

she came back when i was on my knees slurping him like a girl hungry for cum

''good boys , here its important to always have rubber on you . you van have so much fun when you start helping your friend in codoms ''

she gave me a pouch of golden condom packs

and left leaving me on my knews my knew friend waiting his cock so happy with me

''oh shit im not sure i want to fuck a guy you know''

''show it to me ''

helping me ass up doggy on the couch

my skirt lift and he made a surprised noise

''oh what you had this in you the whole time''


getting the blue plug dildo out slowly

''omg you have a nice ass ''

''maybe i could just try''

and he waited for me to get him in a rubber

''you know what she said, get me in a condom''

and i open one taking it to his bbc and moving it down all around his fat nice powerfull cock looking at him all hard and horny for me made me horny too

he just went in

deep and out , then deep and out

''my god this is really nice''

''ahhh ahhhhh ''

''you moan sexy too i like making you moan''

each pumping made me weaker and sounding more like a bitch

''oh yes my fuckig god take this big cock slut, you feel like a girl you know''

''ahhh ahh ahh ahhh''

''yes thats it moan , im loving this hole''

''you love my bbc in there? yes you doo good fucking girl''

''yes i love how you moan take it baby, maybe we could be friend and i fuck you all the time like this''

he cum in me sounding like a crazy cunt hungry boy

pourring it all in the condom feeling sad i coudnt feel him more when he slide out

the lady got back just in time

to congratulate us

''you both did such a good job , now here you dont need this anymore''

my new friend watch her lock me in a cage making my cock disapear in a very tiny pink plastic cage

i was recovering from getting fuck and felt weak both of em looking at me locked up

''this is your girlfriend key , you should stop at la senza or something to buy her a present she was a very good girl ''

''fuck ok yes yes i agree thank you thank you''

i was given my cloth back and dress in silence him doing the same her opening the door to let us go

i was in the parking lot looking down him telling me to leave my car here and follow him

minute later we were at wallmart my basket filled with packs of cute cheap girl panty and other cute lingery

''this , you like this? showing me strings and cute panty until my basket was full''

the mature lady at the cashier just look at me and my black friend smilling wide buying his new gf lots of cute underwear

''you okay boy?''

the lady talking to me

''yes yes just tired''

her face full of kindness

making him pay , he look at me while paying

''are you happy this is costing me money baby ?''

the clerk lady watching us little boy couple and was liking us

''thanks you''

''be a good girl kiss my crotch as i pay''

she watch the little head go down and kiss the cock over the sweat pants

''you boys so cute , have a good day''

we left my beg full of cute undie

once at his place he smoked and had me parade in all of it

commenting on how good i looked and how i shook my lil ass

dancing on music from the porn music video he started on his big tv

my lil cage flapping around inside tight panty

infront of my top bf who stroke and smoke watching me

i endup bouncing on his cock and switching panty every time he bounce me off and not allowed to sit back until i tried all of them , thanking him with every one of the cute panty he bought me

scissor i hand cutting a perfect lil hole i each of the panty to slide inside my cunt wanting me staying in cute panty, upgrading all my panty with the fuck hole , feeling him cute a hole and pulling me on his bbc

in every single panty , sitting back and jumping on his nice cock in my new panty thanking him

some of em really cute and smooth making me hot ass up getting it cut and ready to sit back

i noticed i also feel nicer my cage not swinging around so much , cutier bulging my cute panty as i fuck on him looking girly


i was found a proper girl name setting on cindy after he saw me smile calling me cindy walking back in new panty to serve him

''your a good girl cindy but iam a bit tired and the game i play with my buddy is about to start''

i watch him play video games sit close in cute white string with polka dots in pink hearth shape

cheering for him, he was good and i kinda liked watching twitch so i didnt mind staying close girly

he didnt talk alot he just pointed at his floor after a round , rolling his computer chair back showing me the close space under his desk

i hesitate a second but crawled him telling me to be quick the next round going to strart

under his desk in a very tight space face over his crotch my head close to his under table

i help his cock out , knowing he wanted this , mouth open sucking him all hard in my warm mouth loving big cock of him

he never cum, i ear him being angry at loosing he curse this stupid game roll his chair away taking me up on my knees on his computer chair


pussy up and fucked hard in my panty gole

''just a fucking stupid hame i hate it''

hard pounding learning how im jut a hole for him to unstress at his will

''ahhhh ahhhh mmmmm yeahhh my god ahhhhh your so big ahhhhh''

''yes cindy , yes slut iam and your holes are so good, stay like that taking my big cock ''

i was giggling full of cum on the bed behind him

a pillow under me tied up to my ankle and he quick fuck me between his round

sliding out to go back playing until he was dead and back fucking his bitch

waiting head on the side toward him playing and smiling when he died

''you like when i die bitch? so i can be back fucking you up ''

nodding

''oh is that so , well its time to play sea of thieves''

he sat me down on the floor to his side petting on my hair

''alright time to go sail little girl be a ice little princess and get in bikini ''

i look at him and he was serious , he had bought me two and i eagerly came back

dress in my blueue aqua bikini

he played until we stop at an island and literally went to fetch a dildo in his room

''look baby i found this for you left drifting to the shore by the sea''

''must be a captain wore drowned wit it in her cunt ''

and i was help to sit on it on a pillow next to him

sailing away

''oh no a storm baby hold to something its gonna get bumpy''

slapping on my ass until i understand and bounce up and down

''ahh ahhh ahhh daddy ''

''hold on baby its only a little storm hold on''

bouncing looking at his big screen him sailing in the storm the boat rocking and me jumping at the rythm of it on my dildo bbc toy

''fuck look at you loving to play , keep the acting up its nice ''

the storm stoped after 5 minute and i just rest on his lap hair rubbed looking at the calm see now, bird singing

''its so calm and nice now we made it baby mermaid , we made it''

opening his pants again feeding me his bbc as he sail to misions

on a small island he had me ass up looking at the screen a small boat was parked at the deck

moaning fucked doggy on the floor looking at his screen

''shit dude you ear that what the fuck''

''what yes what is that i dont know get back on the boat someone approaching making weird noise''

i tried not to but he fucked me deep and slow getting his boat next to the dock

infront of his deck on the tip fucking his mermaid no one but him knew was here

''dude listen its this guy over there''

''hoy hoy sailors dont mind my mermaid she been taking my fat cock all voyage long''

''ahhh ahh ahhh''

''shit you fucking someome now?''

''my mermaid yes dont mind her wanna see how pirate fuck mermaid up''

i coudnt believe he would put me the head set and tied me up on his bed them listeing to it all inside the boat lookig at the bed like i was in the game

''dude this is sick , listen to that bitch''

i made only girky noises trying not to be caught as a sissy fuck toy for his bbc

they left after having fun listening for a while telling him he was lucky

and i was back at his side sit on the toy

''lets sail again baby girl, with you around im ever gonna be attacked ''

moaning and everyone around his boat could ear me, i knew it now feeling part of his game , a mermaid cptured by Blackbeard the sissy merchant he laught hard his bbc back in my mouth

in bikini playing video games with my young daddy

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Mature
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My Daily Sissy Schedule I met Daddy online a little more than a year ago. He lives about five hours away from me, but promised that despite the distance, he could help me become the perfect sissy slut if only I would agree to follow his schedule for me. I readily agreed, and started down the path to becoming his perfect sissy whore. Here's a peak at my sissy schedule, just in case there are any other sissies out there looking to add a regimen to their life. I wake up every morning...

4 years ago
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Forever Her Sissy Chapter 5

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. Forever Her Sissy - Chapter 5 The ride home was wonderfully uneventful. So many things had happened today, It had been confusing and...

1 year ago
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My Sissy Calling

My Sissy Calling Like many recent college graduates, I found it hard to get a job after I received my super-impressive English degree. Sure, the job market was tough and my degree wasn't going to open any doors, but part of the problem was that I still didn't have any idea about what I wanted to do with the rest of my life. I was looking for a calling--something to give my life meaning. I thought that I would find it in college, but it never came. Well, that's not exactly true. I...

1 year ago
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Sissy Farm Chapter Eleven

Sissy Farm - Chapter Eleven By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA. Auntie...

3 years ago
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The Farm School Sissy

INTRO (Skip this bit and get on with the story if you want) Like most of my writing projects this is unfinished. I seem to always get obsessed with small details to the detriment of ever finishing the work. Feel free to take over this story yourself and make it what you will. This particular story is set in a world perhaps just slightly off centre to our own. The location is a boy's only orphan farm school run mostly by strong and independent women. The world has changed in so much...

1 year ago
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Sissy Emma is turned

Sissy Emma is turnedI had been a crossdresser all my life but completely in the closet and hidden from all my friends and family. To ease my tensions, I often chatted with people on line, at first with females and other crossdressers but as I got braver with men as well. I loved to chat with them and their strong demeanour made me feel even more feminine.I had been chatting with John for a couple of weeks, about my fantasies. And let me get this straight, that's all they were fantasies. I mean...

3 years ago
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My Sissy Schedule

Author's Note: Another reader request, this one from a fellow sissy who enjoys when I write about a daily routine that helps keep me in a sissy headspace all day long. She requested that it be detailed enough to seem plausible, should somebody want to start following the schedule. And of course, it should spiral out of control so that her sissy stick throbs in her panties. I'm always happy to oblige. I'm left wondering if I could actually follow such a sissy schedule. It would sure be...

1 year ago
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Forever Her Sissy Chapter 4 of 6

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. Forever Her Sissy - Chapter 4 More shopping? I thought to myself. How much more of this could I take. "Mrs. Karen?" I spoke...

2 years ago
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Crowd Sourced Sissy 3

PREVIOUSLY ON CROWD SOURCED SISSY: In part 1, a man met a sissy exhibitionist while on a trip to New York. She has a website (something like OnlyFans) where her admirers request that she perform kinky acts and tip her for posting videos of her completing these tasks. In part 2, the man decides to become a sissy as well. He travels to New York with visions of sissy in his head, but the anonymous Master who is controlling his fate has other plans for our poor sissy. Crowd Sourced...

3 years ago
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Sissy Farm Chapter Eighteen

Sissy Farm - Chapter 18 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

2 years ago
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Sissy Hypnosis Fun

Sissy Hypnosis Bet I have always been something of a night owl, which means that I take a while to get up and going in the morning. My alarm generally goes off at 7am, I hit snooze two or three times, then I finally get up and hop in the shower while my coffee pot starts to percolate. I grab my coffee and try to head out the door by 7:45, which is just barely enough time to get me into the office by my 8am start time. Needless to say, I frequently arrive with my hair still wet and...

2 years ago
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Sandys Sissy Maid

Sandy's Sissy Maid By maidboy275 Mistress Sandy had given me a simple order, "When you get up Monday morning get dressed into your pink domestic maid uniform." I knew I needed to do it, I even planed on doing it. Sunday night I had added a new coat of polish to my always polished toenails and then used the deep pink nail polish on my fingernails. I had let it dry in order to be ready first thing Monday morning. I had gone over my body with a razor in the shower and made sure I...

2 years ago
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Online Sissy Training

Online Sissy Training I must admit that I was surprised, but also thrilled to get the email. "Hello Sissy Michelle;" it read. "Please excuse my impertinence in reaching out to you, but I have seen several of your posts on Craigslist, Fetlife and Adult Friend Finder. You always say that you are a sissy seeking dominant men who will train you to become a sissy cum slut. I am guessing that you have not found that man as of yet, because I keep seeing variations on the same ad week...

1 year ago
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A sissy called Jezebel

Part I - Jezebel starts her big day, serving as a sissy maid for the dominant females of hir family. We seen in depth hir morning routine, as sie gets her sisters and hirself ready for school. My alarm goes off at 5:30 in the morning. It is an old fashioned wind up alarm clock with the clapper bell ringer which would wake up the dead, or at least this sissy who had been dreaming sweet dreams of dancing in a full ball gown with hir Prince Charming. I turn on the light on my side...

2 years ago
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Curiosity Spanked the Sissy Finale

You watch Mistress Michele sway towards you provocatively her red lacy worn panties dangling from her finger. Your cock throbs painfully knowing exactly where they are going. Reaching you she takes hold of the dildo and you plead with your eyes for her to remove it. Instead she turns it until the rubber balls are resting against your chin, a wicked smile on her lips. "I never knew what a cock sucker you were..." she smirks and you blush. "I mean ten inches!.You're a pro!..perhaps I...

2 years ago
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Sissy gets a black master

Sissy Gets A Black MasterI got up wearily from my long and exhausting night being fucked andpunished by my new Black Master. As I awoke, I could scarcely believe thatall those depraved things had happened to me. One minute I had been merelyexchanging emails with a man, who could have been anywhere and the nextminute, that very man was at my door, in my home, and then inside mybody. Black Master, a man whose name I didn't even know, a man who lookedto be about ten years my junior, had taken me...

3 years ago
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I Now Own You Sissy

It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his submissive tendencies by pushing back against her finger, she'd given him a good hard anal fingering and then he'd revealed the true depths of submissive tendencies, to Dr Megan Sutton, or Miss Megan as he'd begin to know her. "Then a week before the next visit you'll not be allowed to cum, if you do, you'll be punished very firmly. I'll be measuring you cum output and will know if you...

2 years ago
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My Sissy Secret

My Sissy Secret I got the text on Friday afternoon, just as I was heading home for the weekend. I glanced at my phone as I left the building and stopped dead in my tracks. I didn't recognize the number, but the text sure got my attention. "Hello Sean," it read, "or should I say "Sissy Sean." I was standing in the parking lot trying to decide whether to block this guy or just ignore the text when his next message arrived. "I don't know if you remember me," he wrote, "but I...

4 years ago
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Crowd Sourced Sissy 2

PREVIOUSLY ON CROWD SOURCED SISSY: A man meets a sissy exhibitionist while on a trip to New York. She has a website (something like OnlyFans) where her admirers request that she perform kinky acts and tip her for posting videos of her completing these tasks. The guy decides that he wants to/needs to join her as a willing-to-do- anything sissy, so he starts his own website. He will become a perfect sissy by doing whatever his online fans demand. Crowd Sourced Sissy 2 My trip...

3 years ago
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Sissy Training at Last

Sissy Training at Last The email came at 3pm on the Saturday before my birthday. All things considered, I have to admit that His timing was perfect. I'd just returned home, and as I had the rest of the weekend free, I'd decided to have a little fun. For me, "a little fun" meant that I'd indulge in some sissy fantasy play. You see, I've been a closet sissy for years, and even though it's my main sexual kink, I hadn't really found anybody who wanted to make my weekend fantasy into my...

3 years ago
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Sissy Farm 20

20 Sissy farm List of Characters. Me. Michelle A Natural transvestite sissy. Janice My Younger sister Aunty Bev Janice and My mother's Sister. Mistress Janet Headmistress of the young lady's academy Doctor Shirley Williams. My endocrinologist. Miranda. A very effeminate Sissy sales assistant. Miss Stern Miranda's mistress who owns the shop. Peregrine AKA Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James AKA Auntie Jamie Peregrine's...

1 year ago
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Sissy Farm Chapter Fourteen

Sissy Farm - Chapter Fourteen By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty...

2 years ago
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A New Sissy Maid

Chapter 1 It was a sunny, summer’s day as he walked up the front path to the unknown house, pulling a rolling suitcase behind him. It was really too warm to be wearing a turtleneck sweater, but bearing in mind what was under it, he really knew he did not have a choice. His heart was beating furiously, he was sweating, his palms were moist and his mouth was getting drier by the second. He had never done anything like this before. Well, he had come this far. No turning back now, he told...

1 year ago
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A New Sissy Maid

Chapter 1 It was a sunny, summer’s day as he walked up the front path to the unknown house, pulling a rolling suitcase behind him. It was really too warm to be wearing a turtleneck sweater, but bearing in mind what was under it, he really knew he did not have a choice. His heart was beating furiously, he was sweating, his palms were moist and his mouth was getting drier by the second. He had never done anything like this before. Well, he had come this far. No turning back now, he told himself,...

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